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Puerto Plata

$182+ Cheap flights from Chicago (CHI) to Puerto Plata, Dominican Republic (POP)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — POP
Jan 27 — Feb 31
Tue 1/27
Tue 2/3
1 adult, Economy
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Cheap flight deals from Chicago to Puerto Plata

Cheapest flights from Chicago to Puerto Plata
Explore the most affordable flight options available from Chicago to Puerto Plata. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 28, 2025.

This American Airlines deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/296:37 pmORD - POP
1 stop18h 56mAmerican Airlines
Thu 1/294:42 pmPOP - ORD
1 stop9h 48mAmerican Airlines
Deal found 12/26$472
This American Airlines deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/264:05 pmORD - POP
1 stop21h 28mAmerican Airlines
Mon 1/122:15 pmPOP - ORD
1 stop12h 15mAmerican Airlines
Deal found 12/26$965
This American Airlines deal was found by Cheapflights users on 12/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:00 amORD - POP
2 stops9h 17mAmerican Airlines
Fri 1/24:34 pmPOP - ORD
1 stop9h 08mAmerican Airlines
Deal found 12/26$1,047

Find flight deals from Chicago to Puerto Plata

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Puerto Plata (POP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$388
(Delta)

One-way from

$182
(Delta)

Popular in

May

Cheapest in

January

Average price

$547
Provider with most accurate pricing for Chicago (CHI)-Puerto Plata La Union flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Puerto Plata La Union flights.
Search Deals
From Chicago (CHI) to Puerto Plata La Union
Search Deals
One-way flight from Chicago (CHI) to Puerto Plata La Union
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($141 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($21 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Puerto Plata that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 28, 2025.
Use the filters below to find and compare flights from Chicago to Puerto Plata that are best for you.

Fly from

Chicago

Fly to

Puerto Plata

Route

Depart

Return

Price

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 1/24

5:30 am-3:53 pm

1 stop8h 23m

Puerto Plata La Union

Fri 1/30

5:08 pm-11:55 pm

1 stop8h 47m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Tue 1/20

7:00 am-3:42 pm

1 stop6h 42m

Puerto Plata La Union

Wed 1/28

4:42 pm-11:08 pm

1 stop8h 26m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 1/22

7:05 am-3:53 pm

1 stop6h 48m

Puerto Plata La Union

Mon 1/26

5:08 pm-11:56 pm

1 stop8h 48m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 1/24

7:05 am-3:53 pm

1 stop6h 48m

Puerto Plata La Union

Mon 1/26

5:08 pm-8:42 am

1 stop17h 34m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 1/19

7:05 am-3:53 pm

1 stop6h 48m

Puerto Plata La Union

Sat 1/31

5:08 pm-11:56 pm

1 stop8h 48m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Fri 1/23

5:30 am-3:53 pm

1 stop8h 23m

Puerto Plata La Union

Fri 1/30

5:08 pm-11:55 pm

1 stop8h 47m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sun 1/18

5:30 am-3:53 pm

1 stop8h 23m

Puerto Plata La Union

Sat 1/31

5:08 pm-11:56 pm

1 stop8h 48m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Thu 1/22

7:05 am-3:53 pm

1 stop6h 48m

Puerto Plata La Union

Sun 1/25

5:08 pm-8:42 am

1 stop17h 34m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Sat 1/24

5:30 am-3:53 pm

1 stop8h 23m

Puerto Plata La Union

Sun 1/25

5:08 pm-8:42 am

1 stop17h 34m

$388

ChicagoPuerto Plata

ORD - POP

ORDPOP

Chicago O'Hare Intl

Mon 1/19

5:30 am-3:53 pm

1 stop8h 23m

Puerto Plata La Union

Sun 1/25

5:08 pm-8:42 am

1 stop17h 34m

$388

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/26

Showing 1-10 of 18 results
1
2

Compare providers for flights from Chicago to Puerto Plata

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Puerto Plata in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Puerto Plata flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Puerto Plata flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Puerto Plata flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Puerto Plata flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Puerto Plata flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Puerto Plata

Have a flexible travel schedule? Discover the best time to fly to Puerto Plata from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Puerto Plata

What is the cheapest month to book a flight from Chicago to Puerto Plata?

Currently, November is the cheapest month in which you can book a flight from Chicago to Puerto Plata (average of $206). Flying from Chicago to Puerto Plata in July is currently the most expensive (average of $580). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to POP?

Find hourly flight availability from Chicago to Puerto Plata. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 28, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 28% on flights from Chicago to Puerto Plata by exploring options for tickets at noon.

How often are flights from Chicago to Puerto Plata delayed?

About 100% of weekly flights between Chicago and Puerto Plata have experienced delays in the past year, with the average delay time being 50 minutes.

What is the most punctual flight time for Chicago to Puerto Plata flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Friday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Puerto Plata flights?

Over the last year, FLYGTA Airlines have had the lowest number of delays on this route, with just 100% of flights being delayed.

Reviews of airlines servicing Puerto Plata

Get insights into the airlines that provide service to Puerto Plata. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Plata. Reviews last updated December 28, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Chicago to Puerto Plata by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,019 reviews

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,019 reviews
Delta
7.9
Good
8,019 reviews

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,072 reviews
Delta
7.9
Good
8,019 reviews

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Puerto Plata. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Puerto Plata from Chicago?

    For a flight from Chicago to Puerto Plata, you will be flying into La Union. Puerto Plata La Union (POP) is just 8.6 mi from the center of the city. La Union is the only Puerto Plata airport and it handles 0 inbound flights from Chicago per day. 2 airlines have flights to Puerto Plata La Union from Chicago on a regular basis.

  • How long is the flight from Chicago to Puerto Plata?

    Airlines like Delta fly from Chicago to Puerto Plata in about 8h 23m. The time it takes to get you to your destination can typically vary by up to . The distance from Chicago to Puerto Plata is about 1839 mi.

  • What are the cheapest airlines flying from Chicago to Puerto Plata round-trip?

    Our cheapest airline available from Chicago to Puerto Plata is Delta. Our recent data shows that you can find tickets from as low as $357 on this airline. An additional option worth looking into is American Airlines, starting at $387. Users have found that Delta is 46% cheaper than the other options available to this destination.

  • Can I find deals for flights from Chicago to Puerto Plata that include hotel bookings?

    Yes. In addition to deals on Chicago to Puerto Plata flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Puerto Plata?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Puerto Plata.

  • Can I find deals for business class flights from Chicago to Puerto Plata?

    Yes. Cheapflights offers flight deals from Chicago to Puerto Plata by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Puerto Plata?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Puerto Plata (average of $206). Flying from Chicago to Puerto Plata in July is currently the most expensive (average of $580). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Puerto Plata?

Book flights to Puerto Plata if you plan to visit one of these locations
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Alternative routes for Chicago to Puerto Plata

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Puerto Plata flights
St. Louis to Puerto Plata flights

Top 2 airlines flying from Chicago to Puerto Plata

Discover the top 2 airlines that operate flights from Chicago to Puerto Plata. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$371Average$527FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$387Average$635FlexibilityNo cancel feeOn-time71%

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